Cleavage of Carbon−Carbon Bonds in Alkyl Cyanides Using Nickel(0)
Citations Over TimeTop 10% of 2004 papers
Abstract
The reaction of the complex [(dippe)NiH]2 (1) with a variety of alkyl cyanides afforded nickel(0) compounds of the type [(dippe)Ni(η2-RCN)], where R = Me, Et, Pr, iPr, tBu, cyclopropyl, cyclobutyl, adamantyl (2−9, respectively). When compounds 2−9 were warmed to yield oxidative addition products, the thermal reaction proceeded only in the case of 2 to produce [(dippe)Ni(Me)(CN)] (10). Photochemical activation did produce oxidative addition products from compounds 2−8, which rapidly evolved to the β-elimination products of the organic moiety in most cases and to the formation of [(dippe)Ni(CN)2] (11). Reaction of 1 with acetonitrile in the presence of BPh3 gives [(dippe)Ni(η2-MeCNBPh3)] (12), which does not undergo thermal C−CN cleavage upon heating. X-ray crystal structures are reported for 10−12.
Related Papers
- → Synthetic Approaches for the Construction of Five- and Six-Membered Silaazacycles(2022)15 cited
- → Synthesis and Shuttling Behavior of [2]Rotaxanes with a Pyrrole Moiety(2016)26 cited
- → Oxidation of Unsymmetrically Substituted Quaterthiophene with Two Terminal Ferrocenyl Groups(2009)11 cited
- Design, synthesis and evaluation of novel hydroxyethylamine derivatives with nitrogen heterocyclic moiety at N-terminal as BACE1 inhibitors(2010)
- STUDY ON INTRAMOLECULAR SYNERGISTIC INHIBITIVE EFFECTS OF BENZOTRIAZOLY MOIETY AND INIDAZOLY MOIETY(2009)